12: How to Build a Software Business with No Coding, No Money, and No Ideas, with Josh Isaak

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In this edition of The Side Hustle Show, we hear the super-inspiring story of Josh Isaak, founder of MySky. He talks about how he built the CRM software from scratch, beginning without an idea or coding experience, and using the customer’s money to fund the product before it ever existed.

We also talk about how house painting in college is a great gateway drug into the world of entrepreneurship.

Great interview, great guest. I especially appreciated Josh’s insights on bringing the process from selling painting jobs to selling SaaS. Also, as someone with a lot of formal education (*not* in business, but still), your side commentary about that topic really resonated with me: I didn’t learn to risk and contend with failure until my first venture in my mid- late-twenties! Failure is both undervalued and easily avoided at every level of schooling, which is a shame. I wish I learned that sooner, but I’m glad I learned it at all. Thanks guys!

Hey Jon, thanks for listening and for taking the time to stop by and leave a comment! I have a similar story — plenty of success in education, which didn’t necessarily prepare me for the inevitable failures of the real world!